1-broMo-3-(prop-1-ynyl)benzene

Base Information

• Chemical Name: 1-broMo-3-(prop-1-ynyl)benzene
• CAS No.: 66952-36-1
• Molecular Formula: C9H7Br
• Molecular Weight: 195.059
• Hs Code.: 2903999090
• Mol file: 66952-36-1.mol

Synonyms:

Chemical Property of 1-broMo-3-(prop-1-ynyl)benzene

Chemical Property:

• PSA: 0.00000
• LogP: 2.82050

Purity/Quality:

98.5% ^*data from raw suppliers

1-Bromo-3-(prop-1-yn-1-yl)benzene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-broMo-3-(prop-1-ynyl)benzene

There total 6 articles about 1-broMo-3-(prop-1-ynyl)benzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

trimethyl(prop-1-ynyl)silane (6224-91-5) + 1-Bromo-3-iodobenzene (591-18-4) → 1-bromo-3-(prop-1-yn-1-yl)benzene (66952-36-1)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; toluene; at 20 ℃; for 17h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00321

Reference yield: 75.0%

calcium carbide (75-20-7) + N-[1-(3-Bromo-phenyl)-meth-(E)-ylidene]-4-methyl-benzenesulfonamide → 1-bromo-3-(prop-1-yn-1-yl)benzene (66952-36-1)

Guidance literature:

With copper(l) iodide; potassium tert-butylate; water; In N,N-dimethyl-formamide; at 90 ℃; for 6h;

DOI:10.1055/s-0037-1610718

Reference yield: 63.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 3-bromophenylacetone (21906-32-1) → 1-bromo-3-(prop-1-yn-1-yl)benzene (66952-36-1) + Trifluoro-methanesulfonic acid (Z)-2-(3-bromo-phenyl)-1-methyl-vinyl ester

Guidance literature:

3-bromophenylacetone; With sodium hydride; In tetrahydrofuran; at 0 ℃;

N,N-phenylbistrifluoromethane-sulfonimide; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/ol035959g

upstream raw materials:

N,N-phenylbistrifluoromethane-sulfonimide

3-bromophenylacetone

trimethyl(prop-1-ynyl)silane

1-Bromo-3-iodobenzene

Downstream raw materials:

cis-3-bromo-β-methylstyrene

(E)-ethyl 4-(1-(3-bromophenyl)-1-(((trifluoromethyl)sulfonyl)oxy)prop-1-en-2-yl)benzoate

(1r,4r)-4-methoxy-5''-methyl-6'-[3-(prop-1-yn-1-yl)phenyl]-3'H-dispiro[cyclohexane-1,2'-indene-1',2''-imidazol]-4''-amine

3-(prop-1-ynyl)phenylboronic acid

Refernces

• 1、 Gao, Lei,Li, Zheng. "Direct Synthesis of 1-Arylprop-1-ynes with Calcium Carbide as an Acetylene Source". supporting information. p. 1580 - 1584. Retrieved 2019/08/20.
• 2、 -. "SUBSTITUTED BIARYL COMPOUND". Paragraph 0126. . Retrieved 2016/04/05.